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Clarks are the more 'complete' system with the inclusion of the weathershield and the 'theoretical' insulation options of the built in pockets.

Hennessys are going to be more comfortable to those who prefer to sleep on the diagonal.

That's a difficult choice. Both systems have pluses and minuses that would make it difficult to choose. I'd probably go with a Clark because of two reasons:
1. The weathershield. If you plan to be camping in the cold, this is a great thing to have.
2. Craftsmanship. Clarks have really impressed me with the way they are put together. I think a Clark would outlast a HH over the same period of time and use.

Clark: I prefer top loading, especially for winter (I modified my Hennesey to be top loading), attached weathershield (not detachable from what I saw), No seeum and weathershield stow away nicely, seemed roomier (head room), but more flappy, nice insulation/stash pockets.

Hennessey: more comfortable lying down, built like a tank.

I am going to diverge and say my Hennessey was better built than the Clark I used, but this was several years ago; Hennessey may have gotten worse, or Clark better, in that time.

For a complete system it would be hard to beat the NX 150/250 with the Z Liner, and I really like my Hennessey Exped!

For that cold part of the year the Clark would win in my book, but during the mild times you will be carrying the weathershield and those huge pockets when you don't really need them, unlike a Hennessey.